Summary: When Jenna Bolton, Troy's younger sister, sees Troy and a mysterious girl in Starbuck's she becomes suspicious. She finds her world turned upside down as she works to not only find out who this girl is, but also what Troy is doing with her. Read as she takes matters into her own hands learning things not only about Troy and his "school life" but also things she didn't even know about herself. A Troyella Fanfic.

Jenna's P.O.V.

As I walked through the gym doors of East High I was stunned at how big the school was compared to how Troy had described it. This was my Freshman year, so this would be the first time I went to school my brother. Troy and I aren't really like most siblings, we don't get in many fights and when we do never stay mad for long. Although Troy had only been going to this high school for two years, as he was a junior, he literally ruled the school even the Seniors. He wasn't a bully or anything, I know that much from our relationship, but he was very popular. The only downside to that was we constantly were getting phone calls from desperate cheerleaders and we always had to make up excuses why he couldn't come to the phone. He has played basketball his whole life and is captain of the team at East High. I guessed that had something to do with his popularity. As it was the first day of school we had to attend an "all school assembly" Troy warned me about, this and told me to bring entertainment. I stuffed my phone into my pocket as to hide it from the teachers until I was at a safe location and opened the door. I saw Troy talking to Chad, his best friend he'd known practically his whole life and was pretty much like a brother to me.

"Hey bro!" I said as I approached him. He turned and I smiled at him.

"Hey." I know what you're thinking, that normally an older brother would pretend like they didn't know you and look the other way, but Troy wasn't like that. He wasn't particularly "happy" about me coming to his school, but he wasn't mean and wasn't afraid to talk to me with people watching as most of my friends siblings would have been.

"What's up?" I asked. He shrugged.

"Not much, enjoying East High so far?" he said with a sly smile.

"Troy, I haven't even had my first class yet, I'm stuck in this stupid assembly."

"Yeah, well it's better than work. Did you bring entertainment as I suggested?" he asked, I nodded and pulled out my Razr. I heard a buzz and looked around trying to figure out what the sound was. Troy smiled at my reaction and said, "Sorry, phone's on vibrate I would do the same unless you want to feel the wrath of Miss. Darbus." He said half sarcastic, half serious. I cracked a smile, rolled my eyes and finally pushed the silent button on my phone.

"Now if you'll excuse me," he said and sat on the gym floor and starting typing something on his phone I assumed was a text message. I glanced over to see him trying to hold back a huge grin, but I could see through it. I sat next to him and pretended to be doing something on my phone. I looked at the screen. He was texting someone named Gabriella.

"Who ya talking to?" I asked pretending to look innocence. He rolled his eyes at me.

"Just someone."

"Who's someone?" I asked curiously.

"Stop, just leave me and whoever I'm talking to alone." He said getting slightly annoyed at this point. Before he could say anything more I took him by surprise by grabbing his phone and looking at the screen.

"Oohh! Who's Gabriella?!" I asked letting my excitement show now.

"Shut up Jenna!" he said and grabbed his phone from my grasp. He sat again and I saw a text appear on his phone's screen: r u still there?, it read. I figured it was "the girl" again and looked to see what he typed back.

Troy: sry my sister stole my phone

I rolled my eyes at this, sure I had taken his phone but I wouldn't have had to if he had told me about this girl he was texting.

Gabriella: oooo I want to meet her! How old? Where is she and where r u that makes her with you? Does she go to our school?!

I held back my laugh as the questions came flooding in on Troy's screen.

Troy: r u in the gym

Gabriella: ya

Troy: go near the locker room and u'll find me and this little piece of joy

I felt like slapping Troy but I knew I couldn't because then he would find out I was reading over his shoulder. Troy looked up and I immediately looked away, not wanting him to notice my reading. He got up and looked around, his eyes darting around the room. I watched him and his eyes settled on a girl who looked like she was coming towards us.

"Hey Troy." She said. She had long dark brown hair, it was in bouncy curls. She wore a pair of light washed jeans and had on a pale pink lace tank with a white fitted sweatshirt over it showing the lace on the bottom and it was unzipped enough to see the lace the top of her tank.

"Hey Gabs." 'Omg,' I thought to myself, 'he already has a nickname for her, that means he's known her for a while. I was awakened from my thoughts by Troy waving his hand in front of my face. I shook from my thoughts.

"Sorry, just sort of zoned out there." I said, the girl smiled. She seemed decent, not stuck-up like some of the cheerleaders who had called the house and she was nice.

"Troy! Care to introduce me?" I asked apparently awakening him from his own thoughts as well.

"Oh, right, Jenna this is Gabriella Montez, Gabs this is my sister Jenna." He said and she extending her hand. I gladly took it and shook it lightly.

"So is this your first year at East High?" she asked me and I nodded.

"I'm guessing you were hear last year." I said with a small smile considering I felt like laughing so badly at Troy. He was totally checking her out. Gabriella though, seemed completely oblivious and we continued talking.

"Yeah, I came here in the middle of last year, my mom gets transferred a lot, ever since my dad died we haven't stayed in one place for longer than seven months." She said and my smile turned into a sorrowful frown.

"I'm really sorry about that." I said sincerely. She smiled, "It's no big deal, really." She said trying to convince me, but I could see that both me and Troy could tell she was secretly hurting. Troy decided to jump in at this point so it wouldn't get awkward.

"So, Jenna why don't you go find some of your friends." I could tell he was trying to talk to Gabriella alone. But I didn't feel I knew her well enough yet to let her hang with my brother...alone...without me... OK YOU GOT ME!! So what if I want to know where her shoes are from!!!!!!

"Troy, Troy, Troy, I'm a little busy getting to know your friend here." I said emphasizing the word 'friend'.

"Jenna, we went over this. You cannot stalk my friends." He said and I knew he wasn't being sarcastic.

"Ok! That was one time!! I was nine!!!" I practically yelled. Gabriella laughed, she wasn't really so bad. I normally hate it when girls call the house or something like that, but if I could have replaced cheerleaders phone calls with hers I would pay thousands of dollars.

"Whatever." He said and rolled his eyes. At that point I decided to figure out exactly what was between them. I mean he didn't introduce her as his girlfriend and they didn't act couple-ly so that couldn't be it. But if she wasn't his girlfriend wouldn't he have said friend?

"So are you like Troy's girlfriend or something?" I asked casually. Troy turned dark purple and Gabriella didn't notice.

"No we're just friends" she said coolly. I could tell he liked her, and I must say she's a very good actress but I could see through it. She liked him too! I just have to get them together now...